$3,950,000

Set across 1.5 private acres in Woodland Bayou, 266 Woodland Bayou Drive offers an exceptional blend of architectural sophistication, thoughtful craftsmanship, and waterfront living. This custom residence features approximately 5,808 square feet of heated and cooled living space, expansive entertaining areas, and direct access to the bay. Inside, engineered white oak… Read More hardwood floors flow throughout the home, leading into a dramatic two-story living room anchored by a soaring fireplace and custom built-ins. The gourmet kitchen is appointed with Thermador appliances, a 48-inch gas range, under-cabinet lighting, an oversized island, and both a butler's pantry and generous walk-in pantry. A formal dining room, glass-enclosed wine room, and spacious bar with seating for five create an inviting atmosphere for entertaining, while a separate wet bar with a beverage refrigerator and ice maker adds convenience. The thoughtfully designed floor plan features four bedrooms, each with a private ensuite bath, including the primary suite and an additional guest suite on the main level. The primary retreat showcases elegant marble finishes, a soaking tub, walk-in shower, and an expansive custom closet with a center island and built-ins, along with private access to the rear porch. Upstairs, two additional ensuite bedrooms are joined by a versatile flex room with a closet, ideal for a home office or fifth bedroom. A secondary sitting area opens to an outdoor balcony overlooking the surrounding property. Above the three-car garage, a spacious bonus retreat offers a private escape complete with a kitchenette and half bath, with plumbing already in place for a potential conversion to a full bathroom. The garage features a utility sink, additional storage bay, and dedicated storage closet, while three attic spaces, an oversized laundry room, and a whole-house Generac generator further enhance the home's functionality. Designed for seamless indoor-outdoor living, the screened rear porch features a fully equipped summer kitchen with a grill, smoker, and beverage refrigerator. Beyond, the fenced backyard offers a resort-inspired retreat with a heated and cooled saltwater pool, hot tub, expansive lounging areas, and a covered pool pavilion complete with a fireplace and bar. An outdoor shower, dedicated pool half bath, and multiple gated access points to the side yard and dock add to the property's thoughtful design. Along the bayou, a two-level private dock with a boat lift and floating jet ski dock provides effortless access to boating, fishing, and waterfront recreation. Surrounded by lush grounds and offering exceptional privacy, this remarkable property combines custom architectural details, generous living spaces, and an unparalleled outdoor lifestyle. With approximately 8,209 square feet under roof, 266 Woodland Bayou Drive presents a rare opportunity to enjoy refined waterfront living in the heart of Santa Rosa Beach. Read Less

Courtesy of Kendall L Hood, Compass, 850-974-4556

Listing Snapshot

Days Online

Last Updated

Oct 29, 2026

Property Type

Detached Single Family

Beds

Full Baths

Partial Baths

Square Ft.

5,808

Lot Size

1.49 Acres

Year Built

2024

MLS Number

1014311

Additional Details

Appliances & Equipment

Auto Garage Door Opn, Dishwasher, Disposal, Ice Machine, Microwave, Range Hood, Refrigerator W/IceMk, Stove/Oven Gas, Water Heater - Gas

Building

Built in 2024, Living area: 5808.0, Construction Materials: Siding CmntFbrHrdBrd

Doors

Storm Door(s)

Exterior Features

Patio/Porch Features: Patio Covered, Balcony, Boatlift, Fenced Back Yard, Hot Tub, Summer Kitchen

Fireplaces

Fireplace Gas

Floors

Floor Hardwood, Floor Marble

Garage

3 spaces

Heating

Central

Interior Features

Kitchen Island, Lighting Recessed, Pantry, Shelving, Split Bedroom, Washer/Dryer Hookup, Wet Bar

Lot

1.49 acres, Dimensions: 542X85

Parking

9 total parking spaces, Boat

Pool

Pool - Heated, Pool - In-Ground, Pool Type

Property

Renovated, Construction Complete, Bayou, Bay

Sewer

Public Sewer

Taxes

Parcel Number: 21-2S-20-33309-000-0120, Annual Amount: $15,413.5, Legal Description: N1/2 OF LOT 12 WOODLAND BAYOU EST DESC AS: BEG NW/C OF SAID LOT 12, N 85 DEG 52'06''E ALG N LINE OF SAID LOT 12 542.39FT, S 22 DEG 32'54''W 85.28FT, S 03 DEG 54'05''E 27.59FT, S 89 DEG 06'39''W 508.14FT TO E ROW LINE OF BAYOU DR, NLY ALG SAID LINE 75.15FT ALG ARC OF CURVE WLY, HAVING RADIUS 845.00FT, CENT ANG OF 05 DEG 05'44'' & CB&D= N 01 DEG 35'01''W 75.13FT TO POB. LYING IN SEC 28-2S-20W OR 389, Year: 2025, Zoning: Resid Single Family

Utilities

Gas - Propane

Water Features

Bay, Bayou

Windows

Window Treatment All, Storm Windows

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